We　disclose　herein　a　photocatalytic　difluoroalkylation　and　cyclization　cascade　reaction　of　N-(but-2-enoyl)indoles　with　broad　substrate　scopes　in　up　to　90%　isolated　yield.　This　method　provides　sustainable　and　efficient　access　to　synthesize　difluoroalkylated　pyrrolo[1,2-a]indoles　with　a　quaternary　carbon　center　under　mild　conditions.　©　2018　American　Chemical　Society.